428509-73-3

Basic information

• Product Name: (2R,4R)-4-(α-iodo-β-naphthyloxy)-2-(2''-iodo-3''-methoxyphenyloxy)pentane
• Synonyms: (2R,4R)-4-(α-iodo-β-naphthyloxy)-2-(2''-iodo-3''-methoxyphenyloxy)pentane
• CAS NO: 428509-73-3
• Molecular Weight: 588.224
• Mol File: 428509-73-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,4R)-4-(α-iodo-β-naphthyloxy)-2-(2''-iodo-3''-methoxyphenyloxy)pentane(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-4-(α-iodo-β-naphthyloxy)-2-(2''-iodo-3''-methoxyphenyloxy)pentane(428509-73-3)
• EPA Substance Registry System: (2R,4R)-4-(α-iodo-β-naphthyloxy)-2-(2''-iodo-3''-methoxyphenyloxy)pentane(428509-73-3)

Safety Data

• Hazardous Substances Data: 428509-73-3(Hazardous Substances Data)

Upstream product

• 72345-23-4 (2S,4S)-pentane-2,4-diol 
• 121980-50-5 2-iodo-3-(methyloxy)phenol 
• 428509-72-2 (2R,4S)-4-(α-iodo-β-naphthyloxy)-2-pentanol 
• 428509-74-4 (2S,4R)-4-(α-iodo-β-naphthyloxy)-2-pentanol 
• 2033-42-3 1-iodo-2-hydroxynaphthalene 

Downstream Products

• 428861-10-3 5',6'-benzo-6-methoxy-2,2'-biphenol bis-triflate 

Relevant articles and documents

A strategy for the stereoselective synthesis of unsymmetric atropisomeric ligands: Preparation of NAPhePHOS, a new biaryl diphosphine

MeO-NAPhePHOS represents the first example of a new series of atropisomeric diphosphines bearing heterotopic biaryl moieties. The key step of its synthesis is the diastereoselective, intramolecular, Cu1-promoted coupling of 1-iodonaphthol and 2-iodo-3-methoxyphenol connected by a chiral tether. (R,R)-2,4-Pentanediol is used as the chiral auxiliary in this highly selective reaction that leads to a single enantiomer of the title diphosphine. In the Ru-promoted hydrogenations of carbonyl derivatives, NAPhePHOS affords enantioselectivity enantioselectivity levels fully comparable to those of the C2-symmetrical analogues, BINAP and MeO-BIPHEP respectively, thus showing that the lack of C2 symmetry is not detrimental to the catalytic properties of atropisomeric ligands in these hydrogenation reactions.